This half-day workshop builds upon previous work by the authors in understanding and designing for teenagers where the initial concern was to understand cool. Expanding out from this work, the workshop proposers now seek to better understand all the activities around designing for teenagers – these being – gathering requirements from teenagers, iterating designs with teenagers, and evaluating with teenagers. This is a currently underrepresented population in Interaction Design yet it is an area where rich insights can be gained. This workshop aims to gather a deeper understanding of the design space around teenagers whilst also distilling the similarities and differences in terms of similar approaches for children and adults.